I guess your slanted wall could be thought of as a steep roof. I would think a metal roof panel fabricator could make “caps” for the wood and pieces to convert this to a to a metal roof. Very cool looking inside.

Love the curved beams. Very nice architectural detailing there. If can see two easy options here. Some cladding that is done in a manner that sheds water as @lkbum_gw references will work or some PVC trim ripped down and installed in a similar fashion could also be made to work and protect the surrounding trim and window interface.

Beautiful! Following.

Thanks for the compliments. Would you cap/ trim all 4 sides or only the left, right and bottom?

I think the comment about a sky light company might be the answer.

Funny you say that. I am researching Skylight companies in my area right now

What is the problem that you are trying to "repair"? It seems to me that this is a case for "If it ain't broke don't fix it."

From the last pic, it looks as though it's double-glazed insulated glass; if so, that's good. And I think dennisgli has a point. What I would do is use a PVC wood substitute for the outside trim--Azek or similar.

I suppose I could have been a bit more explicit on that front @dennisgli. The bottom of the window is "sealed" with a lot of silicone and covered with a piece of cedar. Then a bead of silicone was laid down between the window and the cedar. The windows face almost due west and take quite a beating from the sun. So the silicone has failed and now water and debris is collecting between the window and the cedar. Sure, I could remove the cedar, clean the silicone and use the same recipe to re seal it but, in my opinion it is janky at best. Im perfectly okay spending some money for a professional result that is more hands off down the road. IMO if you're going to take the time to do something, you may as well do it correctly.

There is a metal roof fabricator near me who could quickly and inexpensively make all the pieces you would need to fully protect and shed the water correctly. Here’s a link to their trim profile page. If you could find one of these guys near by and get them to recommend d an installer, it might solve your problems. Metal roofing trim

I’d consider contacting someone who is specialized in commercial glazing.

Tremco has nice products for glazing.

I would use something more and better than silicone. You could use something like there 440 tape in conjunction with s new glazing bead/ flashing. Just throwing out ideas, you’re going want something at the bottom That is well thought out since it is taking on water and elements.

Thanks for all the replies. I have several feelers out to different companies. I will keep the thread updated as I advance.

Wow this looks familiar. My mother has the exact same room (same beams) but one of the panes has started to slide down. I suspect there is some rot going on under the sill. The local window company won't touch it so I'm in a bit of a bind. She is 90!

I have the same set up and need to replace the panes myself

Following up on my post, windows and wall under the window replaced. As well as failed calking allowing water ingress into the wall it turns out ice damming is a big problem up top (there is no overhang). I will be installing heat trace this fall.